1-tert-Butoxycarbonyl-3-methoxycarbonyl-5-nitropyrazole → 5-Amino-1-tert-butoxycarbonyl-3-methoxycarbonylpyrazole

HRID 2220729Notes

Reaction equation

HRID 2220729 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]([N+:13]([O-])=O)=[CH:11][C:10]([C:16]([O:18][CH3:19])=[O:17])=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd]>[NH2:13][C:12]1[N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[N:9]=[C:10]([C:16]([O:18][CH3:19])=[O:17])[CH:11]=1

Participants

4

Reactant 2

HCID 597735771-tert-Butoxycarbonyl-3-methoxycarbonyl-5-nitropyrazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 597733355-Amino-1-tert-butoxycarbonyl-3-methoxycarbonylpyrazole

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 1.0 eq. of 19 and 0.1 wt/wt eq. of 10% Pd on carbon was hydrogenated at 10-60 psi of hydrogen for a time sufficient for reaction completion. The reaction mixture was filtered through Celite. The filtrate was concentrated by rotary evaporation. The crude material was dried under vacuum to give product 20.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated by rotary evaporation
  3. dry with materialThe crude material was dried under vacuum

Sources & evidence

ORD record
ord-ffe1a76027e44d158fe4ca868a5f6ba5
Source dataset
uspto-grants-2008_08
Patent number
US07417152B2

Reaction notes

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